Anti-proliferative activity and characterization data on oxadiazole derivatives

10.1016/j.dib.2020.105979Data in Brief3110597

Pyrrolidine-based cationic γ-peptide: a DNA-binding molecule works as a potent anti-gene agent

Pyrrolidine-based cationic peptides showing high stability to enzyme degradation and strong binding affinity towards DNA are widely investigated as tools to interfere in gene expression. Several studies have been focused on γ-peptide analogs with modifications on the peptide backbone in the attempt to overcome solubility, uptake, and aggregation issues. Pyrrolidine-based γ-peptide derivatives having two different modes of backbone conformation show interesting properties in terms of secondary structure and affinity of binding towards nucleic acids. In this paper, we illustrate our results obtained on two cationic 8-mer γ-peptides Gp1 and Gp2, and how they differ in side-chain spacing along the backbone was tested for DNA binding and DNA transfection activity. Both γ-peptides are stable toward protease digestion. Gp1 binds to DNA more tightly than GP2. This binding ability of Gp1 is attributed to its characteristic of single-chain PPII-like conformation. The Gp1 shows a reduction in its electrophoretic mobility when treated with plasmid DNA. The DNA transfection ability of γ-peptide Gp1 was compared with commercially available transfection reagent Effectene. In each case, Gp1 significantly enhanced the transfection efficiency (40%) of plasmid in Schneider cells compared to the commercial reagent (18%). The other γ-peptide GP2 is not active

Kinetics and mechanism of oxidation of erythro-series pentoses and hexoses by N-chloro-p-toluenesulfonamide

The kinetics and mechanism of oxidation of D-glucose, D-mannose, D-fructose, D-arabinose, and D-ribose with chloramine-T in alkaline medium were studied. The rate law, rate = k Chloramine-T] Sugar] HO-](2), was observed. The rate of the reaction was influenced by a change in ionic strength of the medium, and the dielectric effect was found to be negative. The latter enabled the computation of d(AB), the size of the activated complex. The reaction rate was almost doubled in deuterium oxide. Activation energies were calculated from the Arrhenius plots. HPLC and GLC-MS analyses of the products indicated that the sugars were oxidized to a mixture of aldonic acids, consisting of arabinonic, ribonic, erythronic, and glyceric acids. Based on these data, a plausible mechanism involving the aldo-enolic anions of pentoses and keto-enolic anions of hexoses is suggested. (C) 1998 Elsevier Science Ltd. All rights reserved

Anti-tumor and anti-angiogenic activity of novel hydantoin derivatives: Inhibition of VEGF secretion in liver metastatic osteosarcoma cells

A series of new azaspiro bicyclic hydantoin derivatives has been designed and synthesized. Initially, the anti-proliferative effect of the hydantoin derivatives was evaluated against human ovarian cancer cells (SKOV-3 and OVSAHO) and murine osteosarcoma cells (LM8 and LM8G7). Among the tested compounds, 8-(3-fluorobenzyl)-1′-(4-(methylsulfonyl)benzyl)-8-azaspiro[bicyclo[3.2.1]octane-3,4′-imidazolidine]-2′,5′-dione (7h) and 8-(3,4-difluorobenzyl)-1′-(4-(methylsulfonyl)benzyl)-8-azaspiro[bicyclo[3.2.1]octane-3,4′-imidazolidine]-2′,5′-dione (7i) showed a significant anti-proliferative activity against the OVSAHO and LM8G7 cells. The real-time monitoring of the effect of the compounds 7h and 7i against the proliferation of LM8G7 was revealed that resulting IC50 values were 102 μM and 13 μM, respectively. We reasoned that the presence of fluorine atom at the 3rd position of the phenyl ring of the hydantoin side chain may determine the potency of the molecule. Furthermore, the compound 7i inhibited the tube formation of the mouse endothelial cells. Finally, the treatment of the compound 7i against the proliferation of LM8G7 cells demonstrated the down regulation of the secretion of VEGF, indicate the potential angioinhibitory effects. In conclusion, our findings demonstrate the suppression of the secretion of VEGF by LM8G7 cells by the compound 7i might contribute at least in part to the antitumor action

Synthesis and antiproliferative activity of novel homopiperazine derivatives in leukemia cells

A series of novel homopiperazine derivatives were synthesized and characterized using 1H NMR, LC MS, IR and elemental analysis data. These novel molecules were evaluated for their antiproliferative activity against Reh, leukemia cells using trypan blue and MTT assays. All the molecules showed cytotoxicity with IC50 values between 50-100 μM as calculated by trypan blue assay and greater than 100 μM as calculated by MTT assay. Compound 6b with 3,5-dinitro substituents on phenyl ring of the aryl carboxamide moiety attached to homopiperazine ring showed good activity with IC50 value of 41 μM

1-Benzhydryl-4-(4-chloro­phenyl­sulfonyl)piperazine

The title compound, C23H23ClN2O2S, was synthesized by the nucleophilic substitution of 1-benzhydrylpiperazine with 4-chloro­phenyl­sulfonyl chloride. The piperazine ring is in a chair conformation. The geometry around the S atom is that of a distorted tetra­hedron. There is a large range of bond angles around the piperazine N atoms. The dihedral angle between the least-squares plane (p1) defined by the four coplanar C atoms of the piperazine ring and the benzene ring is 81.6 (1)°. The dihedral angles between p1 and the phenyl rings are 76.2 (1) and 72.9 (2)°. The two phenyl rings make a dihedral angle of 65.9 (1)°. Intramolecular C—H⋯O hydrogen bonds are present

Novel ethyl 2-(1-aminocyclobutyl)-5-(benzoyloxy)-6-hydroxy-pyrimidine-4-carboxylate derivatives: synthesis and anticancer activities

To explore the anticancer activity of 2, 4, 5, 6-substituted pyrimidines, several ethyl 2-(1-aminocyclobutyl)-5-(benzoyloxy)-6-hydroxy-pyrimidine-4-carboxylate derivatives associated with the different substituted aromatic/aliphatic carboxamides and sulfonamides were synthesized. Different groups and position on phenyl ring attached to the carboxamide and sulfonamide of the pyrimidine led to two set of compounds. Their chemical structures were confirmed by IR,1H NMR and LC/MS analysis. Cytotoxicity of all the synthesized compounds were examined on human leukemia celllines (K562 and CEM). The preliminary results showed most of the derivatives exhibited good antitumor activity. Compound with para chloro substitution among carboxamides and compound with meta dichloro substitution among sulphonamidesexhibited significant antitumor activity with IC50 value of 14.0 μM and 15.0 μM respectively against K562cell line. For comparison among electron donating groups between carboxamides and sulfonamides, compounds with para tert-butyl substitution were chosen for further studies. Cell cycle analysis suggests that both tert-butyl substituted compounds are able to induce apoptosis

A small oxazine compound as an anti-tumor agent: A novel pyranoside mimetic that binds to VEGF, HB-EGF, and TNF-α

A novel pyranoside mimetic compound, DMBO (2-(2,6-difluorophenyl)-5-(4-methoxyphenyl)-1-oxa-3-azaspiro5.5undecane), was designed and synthesized. The sugar mimicking behavior of DMBO was addressed by its ability to bind several growth factors/cytokines such as vascular endothelial growth factor (VEGF), heparin-binding epidermal growth factor-like growth factor (HB-EGF), and tumor necrosis factor (TNF)-α as demonstrated by the recently developed surface plasmon resonance assay. DMBO exhibited strong anti-proliferation activity in vitro against tumor cells including a highly metastatic murine osteosarcoma cell line LM8G7 that secretes VEGF as well as two human ovarian cell lines, OVSAHO and SKOV-3, which secrete TNF-α and HB-EGF respectively. Furthermore, DMBO inhibited the metastatic activity to the mouse liver of LM8G7 cells injected from a lateral tail vein, and affected the heparan-degrading activity of LM8G7 cells. Here, we report that DMBO acts as a human heparanase inhibitor in vitro possibly as a substrate mimetic. DMBO also inhibited the migration and invasion of LM8G7 cells and angiogenic events such as endothelial cell proliferation, migration and capillary tube-like formation in vitro. More prominently, the administration of DMBO with heparin resulted in synergistic anti-tumor effects in mouse model. of. osteosarcoma. These preclinical data shows the potential anti-cancer effects of DMBO. © 2010 Elsevier Ireland Ltd

A Study on the Relationship between the Ground Water Resources and the Sustainability of Agricultural and Non-Agricultural Aspects

Human wellbeing and environmental sustainability are the key factors for economic development, which are directly dependent on the water source. Water resources of the state continue to play a crucial role in the sustainable development of the states in the years to come. Groundwater is another vital source for meeting nearly half of the demand for irrigation, industrial production, and municipal water needs for both rural and urban areas. Underdeveloped countries depend on the primary sector more for their livelihood, and groundwater resource is the primary source for their agronomic practices. Because 1/3rd of the agricultural land depends on rainfall in India, the others have been cultivated with surface water and groundwater resources. The surface water source will not be available longer than groundwater. Farmers depend more on groundwater. Due to large output and productivity nowadays, farmers have been digging more bore wells in the land than required and, at the same time-consuming, more power to lift water. These scenarios destroy the agricultural lands' quality of soil by over lifting the water, and there might be land sliding, groundwater exploitation, loss of fossil water, etc. Agricultural dependency has been declining for several reasons, and if agriculture continues the exploitation scenario, what are the severe problems for the future generation? Therefore, the study aims to analyze the influence of the exploitation of groundwater resources through digging bore wells on the sustainability of agricultural lands. The study planned to consider the primary and secondary data using descriptive research analysis

Pyrazole-based analogs as potential antibacterial agents against methicillin-resistance staphylococcus aureus (MRSA) and its SAR elucidation

Methicillin-resistant Staphylococcus aureus (MRSA) is becoming lethal to humanity due to easy transmission and difficult-to-treat skin and flimsy diseases. The most threatening aspect is the rapid resistance development of MRSA to any approved antibiotics, including vancomycin. The development of new, efficient, and nontoxic drug candidate to fight against MRSA isolates is the need of the hour. The intriguing molecular structure and versatile bioactive pyrazole core attracting to development required novel antibiotics. This review presents the decade developments of pyrazole-containing derivatives with a broad antibacterial movement against diverged bacterial strains. In specific, we correlated the efficacy of structurally diversified pyrazole analogs against MRSA and discussed different angles of structure-activity relationship (SAR). The current survey highlights pyrazole hybrids' present scenario on MRSA studies, covering articles published from 2011 to 2020. This collective information may become an excellent platform to plan and develop new pyrazole-based small MRSA growth inhibitors with minimal side effects. (C) 2020 Elsevier Masson SAS. All rights reserved